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Search results showing properties in Key West, Florida, United States of America. September 14, 2023 through September 21, 2023

Google map showing 222 properties

Key West is popular!

Only 13% of properties are available on our site for your dates.

Photo gallery for Sunset Harbor Resort & Spa, Hot Tub, Pool

Property grounds
Resort · 8 min walk to Florida Keys Beaches

Sunset Harbor Resort & Spa, Hot Tub, Pool

Sleeps 6 · 3 bedrooms · 2 bathrooms
Jun 6 - Jun 13
We are sold out
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Photo gallery for Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool

Beautiful and large swimming pool, family fun!
Guesthouse · 4 min drive to the beach

Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
5.6 out of 10 (4 reviews)
We are sold out
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Photo gallery for 1/1 Sleeps 4 | Hot Tub | Pool | Great Beds RW

Property grounds
House · 8 min walk to Florida Keys Beaches

1/1 Sleeps 4 | Hot Tub | Pool | Great Beds RW

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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House · 1 min walk to Florida Keys Beaches

Key Westu2022Beachfrontu2022Conciergeu2022Fast WiFiu2022Luxury RW

Sleeps 6 · 2 bedrooms · 2 bathrooms
Jun 6 - Jun 13
We are sold out
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Guesthouse · 4 min drive to the beach

Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
8.0 out of 10 Very Good (21 reviews)
We are sold out
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Apartment · 3 min walk to Florida Keys Beaches

Leo's Lodge by Brightwild | Newly Updated!

Sleeps 2 · 1 bathroom
Jun 6 - Jun 13
6.4 out of 10 (5 reviews)
We are sold out
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Guesthouse · 4 min drive to the beach

Perfect staycation! 3 Convenient Spaces, Close to Amazing Beach, Outdoor Pool

Sleeps 12 · 3 bedrooms · 3 bathrooms
Jun 6 - Jun 13
7.0 out of 10 Good (2 reviews)
We are sold out
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Condo · 5 min drive to the beach

Luxury 3BR Suite with Pool View & Private Balcony

Sleeps 8 · 3 bedrooms · 3 bathrooms
Jun 6 - Jun 13
We are sold out
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Apartment · 11 min walk to Florida Keys Beaches

Curry House by Brightwild | Balcony & Pool -Rm 3&4

Sleeps 4 · 2 bedrooms · 1 bathroom
Jun 6 - Jun 13
8.2 out of 10 Very Good (14 reviews)
We are sold out
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Guesthouse · 3 min walk to South Beach

Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
8.0 out of 10 Very Good (7 reviews)
We are sold out
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Condo · 5 min drive to the beach

Premium Pool View Residence with Private Balcony

Sleeps 8 · 3 bedrooms · 3 bathrooms
Jun 6 - Jun 13
We are sold out
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House · On the beach

Studio Sleeps 2 | Pool | Beachfront | RW

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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Guesthouse · 4 min drive to the beach

Key West Dream! 4 Serene Units, Pool, Restaurant, Parking, Gym!

Sleeps 16 · 4 bedrooms · 4 bathrooms
Jun 6 - Jun 13
10 out of 10 Exceptional (1 review)
We are sold out
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House · 5 min walk to South Beach

Caribbean Cottage ~ Duval Street Key West

Sleeps 6 · 2 bedrooms · 2 bathrooms
Jun 6 - Jun 13
9.0 out of 10 Wonderful (44 reviews)
We are sold out
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House · 4 min drive to the beach

Amazing Room with Stunning Ocean View Close to Beach! w/ Outdoor Swimming Pool

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
8.0 out of 10 Very Good (1 review)
We are sold out
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Guesthouse · 4 min drive to the beach

Amazing Stay Perfect for the Whole Family! Four Convenient Rooms, Outdoor Pool

Sleeps 16 · 4 bedrooms · 4 bathrooms
Jun 6 - Jun 13
We are sold out
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Guesthouse · 3 min walk to South Beach

Ultimate Key West Experience! Access to 2 Beaches, 3 Pools, Near Duval Street

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
10 out of 10 Exceptional (1 review)
We are sold out
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